
Family-friendly holiday rentals in Wheeling
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wheeling

Total holiday rentals
Explore 30 holiday rentals in Wheeling

Nightly prices starting at
Wheeling holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Wheeling holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wheeling rentals

4.9 Average rating
Wheeling stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wheeling
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Poplar One: Private Cottage & Garage
Only minutes away from Oglebay resort and waterfall, Wesbanco Arena, The Capital Theater, Centre Market and more, this quiet and cozy cottage is designed for you to come to and relax from your adventure. Located in the beautiful historic Woodsdale neighborhood, you will have access to a private garage with alley access and your cottage above. With privacy and a safe, very walkable neighborhood, this is perfect for single travelers, utility workers, students, couples and smaller families.
4.9 out of 5 average rating, 112 reviews
Island Getaway on Broadway-Agris Broadway
Quaint and cute apartment (duplex) for a comfortable stay located on Wheeling Island. You will have the entire first floor apartment to yourself. Please note that the apartment is located right next to the Wheeling Island Casino and Wheeling Island Stadium, walking distance to Suspension Bridge, downtown, and interstate. Feel at home in our quiet apartment, whether you are playing, watching, site seeing or just passing by. Enjoy Wheeling while staying at our beautiful place. We allow pets.
4.83 out of 5 average rating, 295 reviews
3BR Cabin on a Pond - Fish and Kayak, Dog Friendly
*PLEASE READ INFO BELOW RE WINTER VISITS! Luxurious, secluded cabin nestled in the woods lakeside on the shore of a private fishing pond with bass, bluegill, and catfish. No wiFi! Sleeps 8. 5 minutes from Oglebay Park and 15 to Wheeling - a private and unique in-the-woods experience. Wake to the sunlight and birdsongs, fish the pond, walk the trails, and browse the library. This place has everything you need and nothing you don't. This countryside escape on a converted farm is a treat!
4.88 out of 5 average rating, 379 reviews
Luxe Centre Market 3br Rowhouse
You won't find anything else like this in Wheeling! Located on an up-and-coming street in the eclectic, vibrant and very walkable Centre Market district. This exquisitely renovated rowhouse balances charm and character with swanky, modern, livable style. Walk to festivals, eateries, bars, wineries, shops, etc. Easy access to highways. Abundant free on-street parking. There's a fenced back yard which is shared with the adjoining rowhouse. Enjoy the firepit, the patio or relax on the deck.
4.99 out of 5 average rating, 157 reviews
The Guest House on 8th - Entire 2 Bedroom Apt
Spacious 2 bedroom apt in the heart of downtown Wheeling, within walking distance to restaurants and businesses. One block to the scenic Heritage Walking Trail along the Ohio River. With easy access to I-70 it's the perfect stop-over if you're on your way through town, but if you're planning on a longer visit it's also a comfortable and convenient place to stay while visiting family or friends or just exploring our fun small town. We'd love to host you! Note - 2nd fl apt - no elevator.
4.78 out of 5 average rating, 173 reviews
Rosedale Timber Lodge
Rosedale Timber Lodge is the perfect quiet retreat. Nestled in the hills of Guernsey County, with no neighbors in sight, you can truly kick back and enjoy nature. Completely restored recently, this lodge is beautifull inside and out with timber framing, a custom kitchen, stone fireplace, fishing pond, volleyball court, wiffleball diamond, and game room in the basement. We also offer 3 full RV hookups! After your stay, you will leave here more relaxed and refreshed than ever!
4.9 out of 5 average rating, 173 reviews
“Lil’ Cabin on the Hill” w Hot Tub and Pool Table
“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.
4.98 out of 5 average rating, 507 reviews
Grand By Design Farm Guest Suite
We love everything about our hillside home next to Grand Vue Park and enjoy how much our guest love it too. This space was designed with love and attention to detail. The extremely spacious suite with private entrance has a beautiful covered deck overlooking our hillside pasture and the wooded land behind us. An entire wall of windows offer perfect views. Many guest say the King size bed is most comfortable they have ever slept in . The bathroom is simply dreamy.
4.97 out of 5 average rating, 173 reviews
Secluded Tiny “Ginseng House” Artist Retreat
"Ginseng House" - Our premiere off-grid tiny house! A hand-crafted work of art using our own sawmill lumber. Beautiful wooded setting surrounded by 180 acres of private land and two miles of beautiful Buffalo Creek frontage to enjoy. One very comfortable queen bed in the loft and a fold out double bed love seat on the main floor. Extra guests may pitch tents for $10/night/person. Pets welcome - $35/pet - see pet policy.
4.99 out of 5 average rating, 228 reviews
The Gibson House!
The whole group will enjoy easy access to everything from this centrally located place. Wheeling casino, Ogelbay, Wheeling Park, 6 Golf Courses, and multiple restaurants are just a short drive away from this location. A few things are on the property. 1. Fishing poles are under the back porch. Feel free to use. 2. There is usually firewood on the side of the house. Feel free to use.
4.91 out of 5 average rating, 350 reviews
The Royal Roost Treehouse
Our property was recently featured in Ohio Magazine as one of Ohio’s Top 30 Experiences! Escape to The Royal Roost at Owl Hollow, where the magic comes alive. Cozy up with the ones you love in the comfort of your arboreal abode. Combining rustic charm with refined comfort. Whether you’re seeking a peaceful getaway or a romantic retreat, the Royal Roost invites you to relax and reconnect.
4.96 out of 5 average rating, 202 reviews
Bower Home Near Oglebay Resort
Bower: a pleasant shady place under trees Welcome to The Bower! This newly remodeled authentic log home with a gas fireplace is the epitome of cozy! Panoramic views can be enjoyed in the morning while perching on a large front porch enjoying a hot cup of coffee or tea, to a late evening of serenity while sipping a glass of wine with the feathered tenants of the season.
4.98 out of 5 average rating, 101 reviewsPopular amenities for Wheeling family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cabin
4.9 out of 5 average rating, 315 reviews
Camp Fishbone
4.82 out of 5 average rating, 183 reviews
3 BR Cabin located in the heart of Monroe County
4.81 out of 5 average rating, 233 reviews
stAyframe Amsterdam
4.88 out of 5 average rating, 100 reviews
Hummell Valley Farm Stay
5.0 out of 5 average rating, 126 reviews
Timber Frame Barndominium - The Hemlock Place
5.0 out of 5 average rating, 106 reviews
Boxwood House | Sewickley Retreat + Hot Tub
4.9 out of 5 average rating, 143 reviews
Fire Pit Private Hot Tub 4 Bed
4.97 out of 5 average rating, 191 reviewsFamily- and pet-friendly home rentals

The Guest House at Wild Sycamore Farm
4.93 out of 5 average rating, 131 reviews
Wheeling home with a view away from everyone
4.89 out of 5 average rating, 428 reviews
Cozy home overlooks Ohio River
4.87 out of 5 average rating, 190 reviews
Sugar Shack Inn
4.91 out of 5 average rating, 127 reviews
« Sweet Keystone Country Home »
4.87 out of 5 average rating, 119 reviews
Skull Fork Creek Cottage and Hunting Lodge
4.95 out of 5 average rating, 151 reviews
-Red Onion Cabin @ Cole's Greene Acres (No Fees)
4.87 out of 5 average rating, 162 reviews
King Beds | On W&J Campus | Social Media Ready Art
5.0 out of 5 average rating, 145 reviewsFamily-friendly home rentals with a pool

The Victorian
4.96 out of 5 average rating, 172 reviews
Liberty Hill Lodge, Hot Tub & Pool
4.95 out of 5 average rating, 208 reviews
The Cozy Calico - house w/ bonus cabin.
4.98 out of 5 average rating, 106 reviews
Farmhouse Unique Country Setting
4.97 out of 5 average rating, 196 reviews
Island Oasis
4.85 out of 5 average rating, 65 reviews
Billy Boy Retreat - Cohosted by Stacy & Dave
5.0 out of 5 average rating, 67 reviews
Cross Creek Springs-Secluded nature’s paradise
4.99 out of 5 average rating, 80 reviews
Stately Mansion - Pool Spa & View! STAYcation!
4.9 out of 5 average rating, 42 reviewsWhen is the best time to visit Wheeling?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €120 | €122 | €121 | €123 | €125 | €122 | €116 | €123 | €123 | €125 | €124 | €116 |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Destinations to explore
- Philadelphia Holiday rentals
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- Cincinnati Holiday rentals
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- Detroit Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Raccoon Creek State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Salt Fork State Park
- Schenley Park
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning
- Carnegie Museum of Art
- Market Square
- Duquesne University
- Andy Warhol Museum
- Mattress Factory
- Benedum Center For the Performing Arts





